JPH02219807A - アクリル酸およびメタクリル酸の粉末状重合体の製造方法およびこのような生成物からなる、顔料の水懸濁液を製造するための粉砕助剤および分散剤ならびに洗剤中の皮殻形成防止剤 - Google Patents
アクリル酸およびメタクリル酸の粉末状重合体の製造方法およびこのような生成物からなる、顔料の水懸濁液を製造するための粉砕助剤および分散剤ならびに洗剤中の皮殻形成防止剤Info
- Publication number
- JPH02219807A JPH02219807A JP1322799A JP32279989A JPH02219807A JP H02219807 A JPH02219807 A JP H02219807A JP 1322799 A JP1322799 A JP 1322799A JP 32279989 A JP32279989 A JP 32279989A JP H02219807 A JPH02219807 A JP H02219807A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- polymerization
- acrylic acid
- polymer
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 34
- 239000002253 acid Substances 0.000 title claims abstract description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims description 27
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 title claims description 25
- 239000002270 dispersing agent Substances 0.000 title claims description 8
- 239000007900 aqueous suspension Substances 0.000 title claims description 7
- 239000003599 detergent Substances 0.000 title claims description 7
- 239000003112 inhibitor Substances 0.000 title claims description 3
- 239000012752 auxiliary agent Substances 0.000 title description 2
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 37
- 239000000178 monomer Substances 0.000 claims abstract description 33
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000000203 mixture Substances 0.000 claims abstract description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 24
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000000843 powder Substances 0.000 claims abstract description 20
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims abstract description 16
- 235000019260 propionic acid Nutrition 0.000 claims abstract description 16
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims abstract description 14
- 239000002904 solvent Substances 0.000 claims abstract description 13
- 150000003566 thiocarboxylic acids Chemical class 0.000 claims abstract description 12
- 235000019253 formic acid Nutrition 0.000 claims abstract description 9
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims abstract description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 239000003505 polymerization initiator Substances 0.000 claims abstract description 4
- 229910052700 potassium Inorganic materials 0.000 claims abstract description 3
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims description 20
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 claims description 13
- 239000000049 pigment Substances 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 238000000227 grinding Methods 0.000 claims description 6
- 239000011541 reaction mixture Substances 0.000 claims description 6
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 claims description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- 239000002585 base Substances 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000007599 discharging Methods 0.000 claims description 2
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 claims 1
- RVEZZJVBDQCTEF-UHFFFAOYSA-N sulfenic acid Chemical compound SO RVEZZJVBDQCTEF-UHFFFAOYSA-N 0.000 abstract description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract description 7
- 239000003607 modifier Substances 0.000 abstract description 6
- 238000013019 agitation Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 13
- 239000000243 solution Substances 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 229920002125 Sokalan® Polymers 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 239000004584 polyacrylic acid Substances 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 7
- 239000003999 initiator Substances 0.000 description 7
- PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 238000004581 coalescence Methods 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- -1 ketone peroxides Chemical class 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 239000003245 coal Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000003801 milling Methods 0.000 description 2
- 150000004672 propanoic acids Chemical class 0.000 description 2
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 2
- BWYYYTVSBPRQCN-UHFFFAOYSA-M sodium;ethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=C BWYYYTVSBPRQCN-UHFFFAOYSA-M 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- HKNNAYPWWDWHFR-UHFFFAOYSA-N 1-sulfanylbutan-1-ol Chemical compound CCCC(O)S HKNNAYPWWDWHFR-UHFFFAOYSA-N 0.000 description 1
- QMYCJCOPYOPWTI-UHFFFAOYSA-N 2-[(1-amino-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidamide;hydron;chloride Chemical compound Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N QMYCJCOPYOPWTI-UHFFFAOYSA-N 0.000 description 1
- CFPHMAVQAJGVPV-UHFFFAOYSA-N 2-sulfanylbutanoic acid Chemical compound CCC(S)C(O)=O CFPHMAVQAJGVPV-UHFFFAOYSA-N 0.000 description 1
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000004674 formic acids Chemical class 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 238000009396 hybridization Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Substances CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000012254 powdered material Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- COEYXIBLSAIEKV-UHFFFAOYSA-N titanium dihydride Chemical compound [TiH2] COEYXIBLSAIEKV-UHFFFAOYSA-N 0.000 description 1
- 229910000048 titanium hydride Inorganic materials 0.000 description 1
- 230000032258 transport Effects 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/378—(Co)polymerised monomers containing sulfur, e.g. sulfonate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/04—Acids, Metal salts or ammonium salts thereof
- C08F20/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3757—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H19/00—Coated paper; Coating material
- D21H19/36—Coatings with pigments
- D21H19/44—Coatings with pigments characterised by the other ingredients, e.g. the binder or dispersing agent
- D21H19/56—Macromolecular organic compounds or oligomers thereof obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D21H19/58—Polymers or oligomers of diolefins, aromatic vinyl monomers or unsaturated acids or derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
- Paper (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3842185.2 | 1988-12-15 | ||
| DE3842185A DE3842185A1 (de) | 1988-12-15 | 1988-12-15 | Verfahren zur herstellung von pulverfoermigen polymerisaten der acrylsaeure und methacrylsaeure und ihre verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02219807A true JPH02219807A (ja) | 1990-09-03 |
Family
ID=6369200
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1322799A Pending JPH02219807A (ja) | 1988-12-15 | 1989-12-14 | アクリル酸およびメタクリル酸の粉末状重合体の製造方法およびこのような生成物からなる、顔料の水懸濁液を製造するための粉砕助剤および分散剤ならびに洗剤中の皮殻形成防止剤 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US5084535A (fr) |
| EP (1) | EP0373433A3 (fr) |
| JP (1) | JPH02219807A (fr) |
| CA (1) | CA2004146A1 (fr) |
| DE (1) | DE3842185A1 (fr) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007297437A (ja) * | 2006-04-28 | 2007-11-15 | Toagosei Co Ltd | ポリ（メタ）アクリル酸部分中和物およびその製造方法 |
| JP2008274132A (ja) * | 2007-04-27 | 2008-11-13 | Toagosei Co Ltd | （メタ）アクリル酸塩系重合体の製造方法 |
| JP2011202040A (ja) * | 2010-03-26 | 2011-10-13 | Toyo Ink Sc Holdings Co Ltd | 無機酸化物分散用ビニル重合体、およびそれを含んでなる導電性無機酸化物分散体 |
| JP2014522399A (ja) * | 2011-06-03 | 2014-09-04 | ビーエーエスエフ ソシエタス・ヨーロピア | アクリル酸及びその共役塩基を含む水溶液 |
| CN105949361A (zh) * | 2016-06-15 | 2016-09-21 | 湖州超能生化有限公司 | 一种固态聚丙烯酸钠的制备方法 |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2670792B1 (fr) * | 1990-12-21 | 1993-04-16 | Rhone Poulenc Chimie | Poudres redispersables de polymeres vinyliques. |
| EP0694059B1 (fr) * | 1993-04-27 | 1999-01-13 | The Procter & Gamble Company | Compositions de detergent liquide ou granulaire pour lave-vaisselle |
| EP0694058A1 (fr) * | 1993-04-27 | 1996-01-31 | The Procter & Gamble Company | Compositions de detergent liquide ou granulaire pour lave-vaisselle |
| WO1995012654A1 (fr) * | 1993-11-03 | 1995-05-11 | The Procter & Gamble Company | Limitation de la precipitation de carbonate de calcium dans les lave-vaisselle |
| AU7932094A (en) * | 1993-11-03 | 1995-05-23 | Procter & Gamble Company, The | Control of calcium carbonate precipitation in automatic dishwashing |
| GB2285052A (en) * | 1993-12-23 | 1995-06-28 | Procter & Gamble | Detergent composition |
| USH1514H (en) * | 1994-06-01 | 1996-01-02 | The Procter & Gamble Company | Detergent compositions with oleoyl sarcosinate and polymeric dispersing agent |
| GB2294268A (en) | 1994-07-07 | 1996-04-24 | Procter & Gamble | Bleaching composition for dishwasher use |
| US7790664B2 (en) * | 2008-10-27 | 2010-09-07 | The Procter & Gamble Company | Methods for making a nil-phosphate liquid automatic dishwashing composition |
| FR2985274B1 (fr) | 2012-01-04 | 2021-01-08 | Procter & Gamble | Structures fibreuses comprenant des particules et leur procede de fabrication |
| RU2015131981A (ru) * | 2013-01-03 | 2017-02-06 | Басф Се | Гомогенная моющая композиция |
| EP3075832B1 (fr) * | 2015-03-30 | 2021-04-14 | Dalli-Werke GmbH & Co. KG | Composés d'acide aminé de manganèse dans des compositions de nettoyage |
| US11697906B2 (en) | 2017-01-27 | 2023-07-11 | The Procter & Gamble Company | Active agent-containing articles and product-shipping assemblies for containing the same |
| US11697904B2 (en) | 2017-01-27 | 2023-07-11 | The Procter & Gamble Company | Active agent-containing articles that exhibit consumer acceptable article in-use properties |
| US11697905B2 (en) | 2017-01-27 | 2023-07-11 | The Procter & Gamble Company | Active agent-containing articles that exhibit consumer acceptable article in-use properties |
| CA3046690A1 (fr) | 2017-01-27 | 2018-08-02 | The Procter & Gamble Company | Articles contenant des agents actifs presentant des proprietes d'utilisation d'articles acceptables pour le consommateur |
| US20200190433A1 (en) | 2018-12-14 | 2020-06-18 | The Procter & Gamble Company | Foaming Fibrous Structures Comprising Particles and Methods for Making Same |
| US20210148044A1 (en) | 2019-11-15 | 2021-05-20 | The Procter & Gamble Company | Graphic-Containing Soluble Articles and Methods for Making Same |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3898037A (en) * | 1972-06-01 | 1975-08-05 | Betz Laboratories | Acrylamido-sulfonic acid polymers and their use |
| US3941724A (en) * | 1973-08-09 | 1976-03-02 | Ici Australia Limited | Production of amphoteric resins in a reaction medium comprising formic acid |
| DE2636243C2 (de) * | 1976-08-12 | 1985-12-19 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von pulverförmigen Polymerisaten |
| DE2757329C2 (de) * | 1977-12-22 | 1980-02-07 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von Polymerisaten der Acrylsäure oder Methacrylsäure |
| ES494445A0 (es) * | 1979-08-24 | 1981-04-01 | Rhone Poulenc Ind | Un procedimiento de preparacion de soluciones acuosas de po-li (acidos acrilicos) de pesos moleculares bajos |
| DE2941978A1 (de) * | 1979-10-17 | 1981-04-30 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von pulverfoermigen polymerisaten |
| EP0113048B1 (fr) * | 1982-12-04 | 1986-06-11 | BASF Aktiengesellschaft | Procédé pour la préparation de polymères en poudre et leurs usages |
| US4698404A (en) * | 1987-03-16 | 1987-10-06 | Nalco Chemical Company | Water-absorbent acrylic acid polymer gels |
-
1988
- 1988-12-15 DE DE3842185A patent/DE3842185A1/de not_active Withdrawn
-
1989
- 1989-11-20 US US07/438,035 patent/US5084535A/en not_active Expired - Fee Related
- 1989-11-29 CA CA002004146A patent/CA2004146A1/fr not_active Abandoned
- 1989-12-01 EP EP19890122165 patent/EP0373433A3/fr not_active Withdrawn
- 1989-12-14 JP JP1322799A patent/JPH02219807A/ja active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007297437A (ja) * | 2006-04-28 | 2007-11-15 | Toagosei Co Ltd | ポリ（メタ）アクリル酸部分中和物およびその製造方法 |
| JP2008274132A (ja) * | 2007-04-27 | 2008-11-13 | Toagosei Co Ltd | （メタ）アクリル酸塩系重合体の製造方法 |
| JP2011202040A (ja) * | 2010-03-26 | 2011-10-13 | Toyo Ink Sc Holdings Co Ltd | 無機酸化物分散用ビニル重合体、およびそれを含んでなる導電性無機酸化物分散体 |
| JP2014522399A (ja) * | 2011-06-03 | 2014-09-04 | ビーエーエスエフ ソシエタス・ヨーロピア | アクリル酸及びその共役塩基を含む水溶液 |
| CN105949361A (zh) * | 2016-06-15 | 2016-09-21 | 湖州超能生化有限公司 | 一种固态聚丙烯酸钠的制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US5084535A (en) | 1992-01-28 |
| CA2004146A1 (fr) | 1990-06-15 |
| EP0373433A2 (fr) | 1990-06-20 |
| EP0373433A3 (fr) | 1991-01-16 |
| DE3842185A1 (de) | 1990-06-21 |
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